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$202+ Cheap flights from Valparaiso, FL to Milwaukee (VPS - MKE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — MKE
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from Valparaiso to Milwaukee

Cheapest flights from Valparaiso to Milwaukee
Explore the most affordable flight options available from Valparaiso to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:10 am
VPS
-
MKE
1 stop4h 25m
Southwest
Sat 3/76:10 am
MKE
-
VPS
1 stop4h 20m
Southwest
Deal found 2/2$395
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:05 pm
VPS
-
MKE
1 stop5h 50m
Southwest
Sun 5/178:15 pm
MKE
-
VPS
2 stops15h 35m
Southwest
Deal found 2/2$426

Find flight deals from Valparaiso to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Valparaiso (VPS) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$395
(Southwest)

One-way from

$202
(Delta)

Popular in

January

Cheapest in

May

Average price

$326
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Milwaukee-Mitchell flights.
Search Deals
From Valparaiso Destin-Ft Walton Beach to Milwaukee-Mitchell
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to Milwaukee-Mitchell
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Highest demand for flights based on searches. 29% potential increase in price ($169 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($49 potential savings vs. average RT price).
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Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Valparaiso to Milwaukee that are best for you.

Fly from

Valparaiso

Fly to

Milwaukee

Route

Depart

Return

Price

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Sun 5/10

6:05 pm-11:55 pm

1 stop5h 50m

Milwaukee-Mitchell

Sun 5/17

5:10 am-1:15 pm

1 stop8h 05m

$395

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Mon 3/2

7:10 am-11:35 am

1 stop4h 25m

Milwaukee-Mitchell

Sat 3/7

6:10 am-10:30 am

1 stop4h 20m

$395

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Mon 3/2

7:16 pm-11:47 pm

1 stop4h 31m

$202

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Mon 3/2

2:30 pm-10:10 pm

2 stops7h 40m

$207

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Sun 4/12

6:00 am-11:03 am

1 stop5h 03m

$226

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Sun 3/15

3:59 pm-11:18 pm

1 stop7h 19m

$243

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Sun 3/15

8:19 pm-5:50 pm

2 stops45h 31m

$279

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Sun 4/12

7:20 am-10:25 pm

2 stops15h 05m

$388

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Mon 3/2

10:00 am-2:58 pm

3 stops52h 58m

$560

ValparaisoMilwaukee

VPS - MKE

VPSMKE

Valparaiso Destin-Ft Walton Beach

Sun 3/22

6:00 am-12:30 pm

2 stops6h 30m

$1,327

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Compare providers for flights from Valparaiso to Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Valparaiso to Milwaukee in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Valparaiso, Florida-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Valparaiso, Florida-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Valparaiso, Florida-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Valparaiso, Florida-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Valparaiso, Florida-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Valparaiso to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Valparaiso with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Valparaiso to Milwaukee

What is the cheapest month to book a flight from Valparaiso, Florida to Milwaukee?

Currently, November is the cheapest month in which you can book a flight from Valparaiso, Florida to Milwaukee (average of $87). Flying from Valparaiso, Florida to Milwaukee in January is currently the most expensive (average of $188). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated February 3, 2026.
See what other customers who have flown with Delta from Valparaiso to Milwaukee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,132 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,132 reviews
Delta
7.9
Good
8,132 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Valparaiso, Florida to Milwaukee?

    Departing from Valparaiso, Florida to Milwaukee will take you 5h 50m. Airlines will cover a distance of 864 mi.

  • What is the cheapest airline to fly from Valparaiso, Florida to Milwaukee round-trip?

    Currently priced at $236, Delta will fly you from Valparaiso, Florida to Milwaukee and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Delta is priced at 43% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Valparaiso to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Valparaiso to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Valparaiso to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Valparaiso to Milwaukee.

  • Can I find deals for business class flights from Valparaiso to Milwaukee?

    Yes. Cheapflights offers flight deals from Valparaiso to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Valparaiso, Florida to Milwaukee?

    Currently, November is the cheapest month in which you can book a flight from Valparaiso, Florida to Milwaukee (average of $87). Flying from Valparaiso, Florida to Milwaukee in January is currently the most expensive (average of $188). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
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Oak Creek
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Top airline flying from Valparaiso to Milwaukee

Discover the top airline that operate flights from Valparaiso to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$236Average$330FlexibilityNo cancel feeOn-timeN/A

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